Crystal structure of N'-[(E)-3,5-di-chloro-2-hy-droxy-benzyl-idene]-4-nitro-benzo-hydrazide di-methyl-formamide monosolvate.

Abstract

In the title compound, C14H9Cl2N3O4·C3H7NO, the hydrazone mol­ecule adopts an E conformation with respect to azomethine bond, and the dihedral angle between the two aromatic rings [8.96 (11)°] shows that the rings are almost co-planar. The planar conformation of the mol­ecule is stabilized by the intra­molecular O—H⋯N hydrogen bond involving the OH group and azomethine N atom. The azomethine and keto bond distances [1.269 (2) and 1.210 (2) Å, respectively] are very close to the formal C=N and C=O bond lengths. The di­methyl­formamide solvent mol­ecule is connected to the hydrazone NH group via an N—H⋯O hydrogen bond. In the crystal, non-classical C—H⋯O and C—H⋯Cl hydrogen bonds link the mol­ecules into chains along [322]. A supra­molecular three-dimensional architecture is created by weak C—Cl⋯π [4.163 (3) Å, 83.26 (9)°] and π–π [centroid–centroid distance = 4.0395 (14) Å] inter­actions.